How does KAYAK find such low prices on flights from Hawaii to Chicago?

KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.

How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?

KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.

What is the Hacker Fare option on flights from Hawaii to Chicago?

Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.

What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?

Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

$212 CHEAP FLIGHTS from Hawaii to Chicago

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Cheap Flights from Hawaii to Chicago

Discover the best prices for you by selecting your travel dates on KAYAK.

Round-trip

One-way

Last minute

Direct

Recent round-trip flight deals from Hawaii to Chicago

Mon, Feb 22 - Tue, Mar 2

8:30 pm - 11:18 amLIH Lihue-ORD Chicago O'Hare Intl

10h 48m1 stop Denver Intl

8:45 am - 5:04 pmORD Chicago O'Hare Intl-LIH Lihue

12h 19m1 stop Denver Intl

$424United Airlines

Mon, Feb 22 - Tue, Mar 2

3:04 pm - 1:54 pmLIH Lihue-ORD Chicago O'Hare Intl

18h 50m2 stops Honolulu San Diego

3:09 pm - 6:42 amORD Chicago O'Hare Intl-LIH Lihue

19h 33m2 stops Seattle/Tacoma Intl Honolulu

$435Multiple Airlines

Mon, Oct 26 - Tue, Nov 10

10:02 pm - 1:38 pmKOA Kona Intl-ORD Chicago O'Hare Intl

10h 36m1 stop Los Angeles

7:30 am - 2:41 pmORD Chicago O'Hare Intl-KOA Kona Intl

11h 11m1 stop Salt Lake City

$470Delta

Mon, Oct 26 - Mon, Nov 9

9:06 pm - 1:30 pmKOA Kona Intl-ORD Chicago O'Hare Intl

11h 24m1 stop Seattle/Tacoma Intl

6:40 am - 7:25 pmORD Chicago O'Hare Intl-KOA Kona Intl

16h 45m1 stop Seattle/Tacoma Intl

$470Delta

Fri, Oct 30 - Thu, Jan 7

1:55 pm - 5:40 amHNL Honolulu-ORD Chicago O'Hare Intl

10h 45m1 stop Seattle/Tacoma Intl

7:40 am - 3:29 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 49m1 stop San Diego

$498Alaska Airlines

Thu, Oct 29 - Thu, Jan 7

1:55 pm - 5:40 amHNL Honolulu-ORD Chicago O'Hare Intl

10h 45m1 stop Seattle/Tacoma Intl

7:40 am - 3:29 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 49m1 stop San Diego

$498Alaska Airlines

Wed, Oct 28 - Thu, Jan 7

12:15 pm - 1:25 pmHNL Honolulu-ORD Chicago O'Hare Intl

20h 10m1 stop San Diego

7:40 am - 3:29 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 49m1 stop San Diego

$498Multiple Airlines

Thu, Oct 22 - Thu, Oct 29

8:30 pm - 11:55 amLIH Lihue-MDW Chicago Midway

10h 25m1 stop Las Vegas Harry Reid Intl

9:50 am - 6:10 pmMDW Chicago Midway-LIH Lihue

13h 20m2 stops San Jose Honolulu

$499Southwest

Thu, Oct 29 - Mon, Nov 2

1:30 pm - 11:50 amHNL Honolulu-MDW Chicago Midway

17h 20m1 stop Oakland

10:10 am - 9:10 pmMDW Chicago Midway-HNL Honolulu

15h 00m1 stop San Jose

$538Southwest

Mon, Dec 21 - Mon, Jan 4

4:50 pm - 5:01 amHNL Honolulu-ORD Chicago O'Hare Intl

8h 11mnonstop

9:25 am - 2:53 pmORD Chicago O'Hare Intl-HNL Honolulu

9h 28mnonstop

$567United Airlines

Recent last minute flight deals from Hawaii to Chicago

Mon, Sep 28 - Fri, Oct 2

8:45 pm - 1:44 pmLIH Lihue-ORD Chicago O'Hare Intl

11h 59m1 stop Los Angeles

12:50 pm - 7:10 pmORD Chicago O'Hare Intl-LIH Lihue

11h 20m1 stop Seattle/Tacoma Intl

$484Delta

Mon, Sep 28 - Wed, Sep 30

8:45 pm - 1:44 pmLIH Lihue-ORD Chicago O'Hare Intl

11h 59m1 stop Los Angeles

12:50 pm - 7:10 pmORD Chicago O'Hare Intl-LIH Lihue

11h 20m1 stop Seattle/Tacoma Intl

$484Delta

Tue, Sep 29 - Sat, Oct 3

2:56 pm - 12:07 pmHNL Honolulu-ORD Chicago O'Hare Intl

16h 11m1 stop Seattle/Tacoma Intl

7:00 am - 4:48 pmORD Chicago O'Hare Intl-HNL Honolulu

14h 48m1 stop Seattle/Tacoma Intl

$665Multiple Airlines

Thu, Oct 1 - Wed, Oct 14

1:00 pm - 5:45 amHNL Honolulu-ORD Chicago O'Hare Intl

11h 45m1 stop Los Angeles

2:00 pm - 8:03 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 03m1 stop Los Angeles

$670United Airlines

Wed, Sep 30 - Tue, Oct 6

1:00 pm - 5:15 amHNL Honolulu-ORD Chicago O'Hare Intl

11h 15m1 stop Los Angeles

2:00 pm - 8:03 pmORD Chicago O'Hare Intl-HNL Honolulu

11h 03m1 stop Los Angeles

$670United Airlines

Wed, Sep 30 - Tue, Dec 1

7:00 am - 11:59 pmOGG Kahului-ORD Chicago O'Hare Intl

11h 59m1 stop Seattle/Tacoma Intl

7:27 am - 9:23 pmORD Chicago O'Hare Intl-OGG Kahului

17h 56m1 stop San Diego

$670Alaska Airlines

Wed, Sep 30 - Wed, Oct 14

8:15 am - 5:00 amHNL Honolulu-MDW Chicago Midway

15h 45m1 stop San Jose

7:25 am - 1:25 pmMDW Chicago Midway-HNL Honolulu

11h 00m1 stop Las Vegas Harry Reid Intl

$670Southwest

Tue, Sep 29 - Sat, Oct 3

9:25 pm - 4:35 pmHNL Honolulu-MDW Chicago Midway

14h 10m1 stop Los Angeles

3:05 pm - 9:20 pmMDW Chicago Midway-HNL Honolulu

11h 15m1 stop San Diego

$670Southwest

Tue, Sep 29 - Tue, Oct 6

10:35 am - 1:22 pmKOA Kona Intl-ORD Chicago O'Hare Intl

21h 47m1 stop San Diego

9:00 am - 9:05 pmORD Chicago O'Hare Intl-KOA Kona Intl

17h 05m1 stop Seattle/Tacoma Intl

$714Alaska Airlines

Tue, Sep 29 - Tue, Oct 6

10:35 am - 1:22 pmKOA Kona Intl-ORD Chicago O'Hare Intl

21h 47m1 stop San Diego

2:21 pm - 11:10 amORD Chicago O'Hare Intl-KOA Kona Intl

25h 49m2 stops San Diego Kahului

$719Multiple Airlines

Useful Info

Low season	January
High season	June
Cheapest flight	$212

Best time to beat the crowds with an average 32% drop in price.

Most popular time to fly with an average 51% increase in price.

Flight from Lihue to Chicago

How does KAYAK find such low prices on flights from Hawaii to Chicago?
KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Hawaii to Chicago.
How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Hawaii to Chicago?
KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Hawaii is likely to change within 7 days, so travelers know whether to wait or book now.
What is the Hacker Fare option on flights from Hawaii to Chicago?
Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Hawaii with another airline.
What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Hawaii to Chicago?
Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Hawaii up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Merrillville

Hammond

Saint Joseph

Portage

Lansing

Valparaiso

Schererville

Munster

Chesterton

Porter

Monticello

Saint John

Griffith

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$212 Find Cheap Flights from Hawaii to Chicago - Compare and Save

Cheap Flights from Hawaii to Chicago

Recent round-trip flight deals from Hawaii to Chicago

Recent one-way flight deals from Hawaii to Chicago

Recent last minute flight deals from Hawaii to Chicago

Recent direct flight deals from Hawaii to Chicago

Good to know

Low season

High season

Cheapest flight

FAQs for booking flights from Hawaii to Chicago

Traveling to a place near Chicago?

More options for your flight to Chicago

Complete your trip to Chicago with a hotel stay or car rental

Cabin class types available on flights to Hawaii

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Flights from domestic origins to Chicago

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Flights to other popular destinations

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